6928-56-9

Usage

Uses

Used in Pharmaceutical and Medicinal Chemistry:
3-Amino-2-phenyl-4H-chromen-4-one is utilized as a therapeutic agent for its anti-inflammatory, antioxidant, and anti-cancer properties, targeting a range of diseases including cancer, diabetes, and cardiovascular diseases. Its unique structure and biological activities position it as a promising candidate for drug discovery and development.
Used as a Chemical Intermediate in Organic Synthesis:
In the field of organic synthesis, 3-Amino-2-phenyl-4H-chromen-4-one serves as a valuable chemical intermediate. It aids in the construction of a diverse array of bioactive molecules, contributing to the advancement of chemical research and the creation of new pharmaceutical compounds.

Upstream product

• 10524-88-6 3-Nitro-2-phenyl-4H-benzopyran-4-one 
• 94953-78-3 (2R,3R)-2-Phenyl-3-thiocyanato-chroman-4-one 
• 13800-28-7 3-tosyloxyflavone 
• 70188-30-6 3-mesyloxyflavone 
• 141334-33-0 Phenyl-2 oximino-3 chromanone-4 
• 67139-31-5 trans-3-mesyloxyflavanone 
• 141334-34-1 N-diphenylphosphinyl-3-aminoflavone 
• 141334-35-2 N-(O,O-diethyphosphoro)-3-aminoflavone 
• 59507-94-7 3-amino-4H-chromen-4-one 
• 100-63-0 phenylhydrazine 
• 70188-21-5 (Z)-α-azido-2'-hydroxychalcone 

Downstream Products

• 70460-60-5 2-phenyl-chroman-3,4-dione 
• 127897-19-2 3-(1-tetrazolyl)flavone 
• 6965-55-5 3-N-acetylaminoflavone 
• 65-85-0 benzoic acid 
• 1138343-33-5 Cu(3-aminoflavone)2(NO₃)2 

Relevant academic research and scientific papers

CONTRIBUTION OF THE PYRYLIUM STRUCTURE TO THE ELECTROCHEMICAL PROPERTIES OF NITROFLAVONES

The polarographic behavior of 3- and 4'-nitroflavones on a dropping mercury electrode in Britton-Robinson buffer solutions was investigated.It is shown that, depending on its position, the nitro group displays properties that are typical only for aromatic

In situgeneration of highly reactive allenes from nitrocyclopropanes: controllable synthesis of enynes and enesters

A new and efficient strategy for ring-opening reactions of nitrocyclopropanes is developed for the first time for the divergent synthesis of enynes and enestersvia in situgenerated highly reactive electron-deficient intermediate allenes. Controllable appr

The base-induced regioselective radical arylation of 3-aminochromone with aryl hydrazine

A simple and efficient direct radical C-2 arylation of 3-aminochromone derivatives with aryl hydrazine is described. The aryl hydrazine acts as an initiator and source for the aryl radical via the cleavage of the C-N bond of aryl hydrazine. The reaction proceeds via a base-promoted single electron transfer (SET) pathway. The aryl radical abstracts a single electron from 3-aminochromone, which generates a C2-radical iminium ion to undergo a cross-coupling reaction with an aryl radical, and this process offers an array of regioselective 2-aryl substituted 3-aminochromones. This journal is

Structure-activity relationship and apoptosis induction in A549 cells by the potential anticancer compound cis-bis(3-aminoflavone)dichloroplatinum(II)

cis-DDP (cis-diamminedichloroplatinum(II), CAS 15663-27-1) is widely used in chemotherapy of many types of cancer. However, besides effectiveness, it gives many side effects which limit its clinical application. Therefore, nowadays studies are focused on

Regioselective 3-nitration of flavones: A new synthesis of 3-nitro- and 3-aminoflavones

A new, general, and regioselective method for the 3-nitration of flavones have been developed. The nitration reaction is solvent dependent, proceeds via a nitro radical pathway, and the corresponding 3-nitroflavones have been obtained in moderate to very

Synthesis of 3-aminoflavones from 3-hydroxyflavones via 3-tosyloxy- or 3-mesyloxyflavones

Reaction of 3-tosyloxy- or 3-mesyloxyflavones with ammonia or primary amines proceeded to give the corresponding 3-aminoflavones in high yields. 3-Aminoluteorin was efficiently prepared from rutin using this method. Copyright

Synthesis and in vitro cytotoxicity of a series of 3-aminoflavones

To further understand the molecular requirements for the antiproliferative activity of flavonoids, a series of 3-aminoflavones and some of their derivatives were prepared and evaluated using L1210 murine leukemia. Our novel five-step synthetic approach required easily available substituted aromatic aldehydes as starting materials and proved more convenient and more general than previously reported methods. Our results in the 3-aminoflavones series indicated that the 4'-methoxy group is important for cytotoxic activity. Moreover, for the flavone-8-acetic analogs, a marked increase in potency was observed with the addition of a 3-amino or a 3-nitro group. Methoxy groups on the 6 and 7 positions of flavonoids (as in cirsiliol) also appear to be important for antiproliferative activity. These results are essential for the further understanding of the critical molecular requirements that lead to antiproliferative properties in the flavonoid series.

FLAVONOIDS, 39. THE REACTION OF 3-MESYLOXYFLAVANONES WITH O- AND S-NUCLEOPHILES, SYNTHESIS OF 3-THIOCYANATO- AND 3-ACETYLTHIO-FLAVANONES

The action of either cyanate or acetate ions on trans-3-mesyloxyflavanones 1 led to the formation of flavones 2 and aurones while the reaction with the respective S-nucleophiles (thiocyanate and thioacetate ions) resulted in cis- and trans-3-thiocyanato- and 3-acetylthioflavanones (6 and 11).The participation of the concurrent nucleophilic substitution, β-elimination and elimination with ring-contraction is dependent on the "hard-soft" character of the nucleophile and the increase of the "soft" character favours the displacement.